Pyridine → N-(5-fluoro-2-methylphenyl)methanesulfonamide

HRID 607515Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 607515
[N:1]1C=CC=CC=1.[F:7][C:8]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][C:9]=1N.[CH3:16][S:17](Cl)(=[O:19])=[O:18]>C(Cl)Cl>[F:7][C:8]1[CH:14]=[CH:13][C:12]([CH3:15])=[C:11]([NH:1][S:17]([CH3:16])(=[O:19])=[O:18])[CH:9]=1

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 2629702-Fluoro-5-methylaniline

Produkt 1

HCID 6466945N-(5-fluoro-2-methylphenyl)methanesulfonamideAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a pyridine (20 ml) and DCM (40 ml) solution of 2-fluoro-5-methylaniline (purchased from ACROS, 3.5 g, 28 mmol), methanesulfonyl chloride (purchased from WAKO, 4.3 ml, 56 mmol) was added at room temperature and the mixture was stirred for 20 hours. The reaction was quenched with 2M sodium hydroxide aqueous solution and the aqueous layer was separated and washed with DCM. The layer was cooled to 0° C. and acidified to pH 2.0 using 2M HCl aqueous solution. The precipitates were collected, and the solvent evaporated in vacuo, to give the title compound (5.1 g, 90%). MS (ESI) m/z 202 (M−H)−

Aufarbeitung

  1. customThe reaction was quenched with 2M sodium hydroxide aqueous solution
  2. customthe aqueous layer was separated
  3. washwashed with DCM
  4. customThe precipitates were collected
  5. customthe solvent evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-bc7cc54f9141480f9fbfc243d73ea00f
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07915448B2

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